Adventurous Events in Boston

UADA & Mortiis (18+)

Mon, 27 Apr 2026 at 2:30 PM

Brighton Music Hall presented by Citizens

Music

Two legendary metal acts, UADA and Mortiis, bring a heavy, atmospheric night to Brighton Music Hall in Boston on April 27, 2026. Expect blistering riffs and dark, immersive vibes at this 18+ show in an intimate live setting.

Faculty/Staff Intermediate Day Hike: Mt. Moosilauke

Fri, 1 May 2026 at 2:00 AM

Boston University

Wellness

Join Boston University faculty and staff for an intermediate day hike to Mt. Moosilauke. This outdoor wellness outing focuses on fitness, camaraderie, and scenic alpine views. Moderate pace with fellow campus colleagues—perfect for hikers who want a rewarding daytime adventure.

Boston's Bike to Work Day Festival 2026

Fri, 1 May 2026 · All day

1 City Hall Square, Boston

Festival

Boston's Bike to Work Day Festival is an outdoor city celebration at 1 City Hall Square designed to promote cycling to work. The free event features group rides, bike-themed activities, and community booths in downtown Boston, creating a family-friendly, high-energy civic gathering.

Oddities & Curiosities Expo

Fri, 1 May 2026 · All day

Hynes Convention Center

Market

Explore a one-of-a-kind marketplace of oddities, curiosities, taxidermy and strange collectibles from vendors nationwide. The Oddities & Curiosities Expo offers immersive displays, photo ops and shopping at Boston's Hynes Convention Center.

Techstars Startup Weekend Boston

Fri, 1 May 2026 · All day

Tech Superpowers

Tech

A 54-hour entrepreneurship sprint where aspiring founders pitch ideas, form teams, and build real startup prototypes. Hosted at Tech Superpowers in Boston as part of Techstars Startup Weekend, it blends learning, collaboration, and rapid iteration.

Mersiv: Night Vision Tour

Fri, 1 May 2026 · Time TBD

Royale Boston

Music

Mersiv headlines the Night Vision Tour at Royale Nightclub Boston, presented by Ground Control. Expect immersive bass-heavy electronic sets in a dark, distraction-free atmosphere with no phones, and two opening guests to set the tone for a deep, high-energy night.

Ever Fitness 5k Run

Fri, 1 May 2026

Crystal Ballroom at Somerville Theatre

Sports

Join the Ever Fitness 5k Run in Somerville, MA on May 2, 2026 for an energetic outdoor race through local streets. Open to runners of all levels, this community event champions fitness, camaraderie, and a lively, high-energy atmosphere.

Cancer Doesn't Care: 5K Run/Walk

Sat, 2 May 2026 at 4:00 AM

Garage B

Sports

Join this charity 5K Run/Walk in the Boston area to support cancer research and patient services. The event welcomes runners and walkers of all levels, with a festive atmosphere and sponsor booths along the course.

Birding: Nahanton Park

Sat, 2 May 2026 at 4:00 AM

Boston University

Community

Join a guided birding walk near Nahanton Park listed on Boston University's calendar. Learn to identify common Boston-area birds, observe habitats, and enjoy a relaxed outdoor morning with fellow nature enthusiasts.

Bike and Bird

Sat, 2 May 2026 at 5:00 AM

City Hall Plaza

Community

Free, family-friendly guided bike-and-birding outing at the Boston Nature Center in Mattapan. Ride scenic trails, spot local birds, and learn from knowledgeable naturalists in a welcoming community setting.

Cape Cod Trail Race

Sun, 3 May 2026 at 4:00 AM

Garage B

Sports

Run the Cape Cod Trail Race near Boston on May 3, 2026 at 8:00 AM, and tackle scenic coastal and forest trails. An outdoors-loving event with supportive runners and aid stations, it’s perfect for adventurous adults seeking a memorable trail-running challenge.

Cinco De Miles 5k

Sun, 3 May 2026 at 4:00 AM

Garage B

Sports

Join the Cinco De Miles 5k in the Boston area on May 3, 2026. This welcoming, community-focused 5k invites runners of all levels to enjoy a fast, scenic course and post-race festivities in a friendly, neighborhood setting.

Race Cancer Foundation Charles River Marathon

Sun, 3 May 2026 at 4:00 AM

Garage B

Sports

A Boston-area charity marathon supporting the Race Cancer Foundation along the Charles River. Runners raise funds on race day with community cheer, sponsor opportunities, and a post-race expo.

Providence Rhode Races

Sun, 3 May 2026 at 4:00 AM

Boston area

Sports

Join the Providence Rhode Races in the Boston area on May 3, 2026, starting at 8:00 AM. This friendly road race welcomes runners of all levels for a crisp morning challenge, with organized routes, timing, and a motivating finish-line atmosphere.

Run Through the Pines Half Marathon & 5K

Sun, 3 May 2026 at 4:00 AM

Garage B

Sports

Join the Run Through the Pines Half Marathon & 5K, a scenic Boston-area road race offering two popular distances. Runners start at 8:00 AM on May 3, 2026, with routes through wooded pines and urban streets. A well-organized event that appeals to serious runners and casual fitness enthusiasts alike.

Spring Into Action 5k

Sun, 3 May 2026 at 4:00 AM

Garage B

Sports

Kick off spring with the Spring Into Action 5k in the Boston area, starting at 8:00 AM. This community race welcomes runners of all levels and showcases the local streets with an energetic, family-friendly vibe. Expect a friendly post-race atmosphere and the chance to support local sponsors.

Emma's Run

Sun, 3 May 2026 at 4:00 AM

Garage B

Sports

Emma's Run is a community running event in the Boston area, kicking off at 8:00 AM on May 3, 2026. This outdoor 5K welcomes runners of all levels to participate, support a local cause, and enjoy a lively race day with volunteers and supporters along a friendly course.

Intermediate Hike: Mt. Moosilauke

Fri, 8 May 2026 at 2:00 AM

Boston University

Wellness

An intermediate outdoor hike led by Boston University, tackling Mt. Moosilauke. Expect a moderate climb, forested trails, and rewarding summit vistas with fellow students and staff.

Barns & Blooms Half Marathon

Sat, 9 May 2026 at 4:00 AM

Garage B

Sports

The Barns & Blooms Half Marathon in the Boston area kicks off at 8:00 AM on May 9. A scenic road race winding through urban and suburban landscapes with supportive crews along the course, inviting serious runners and weekend enthusiasts alike.

Advanced Backpacking: Pemi Loop

Mon, 11 May 2026 at 2:00 AM

Boston University

Wellness

Join an advanced backpacking module focused on the Pemi Loop. Led through Boston University's outdoor program, this session covers route planning, gear selection, navigation, and safety for a challenging multi-day White Mountains trek.

10 Skills 2 Years

Mon, 11 May 2026 at 4:00 PM

The Rockwell

Theater

An intimate fringe theatre piece '10 Skills 2 Years' presented as part of The Boston Fringe Festival at The Rockwell. A witty, provocative exploration of skill-building and personal growth through live performance. A perfect pick for fans of contemporary fringe theatre seeking bold, original work.

PSA: Pelvic Service Announcement

Tue, 12 May 2026 at 4:00 PM

The Rockwell

Theater

An edgy fringe-theater piece presented as a PSA, blending bold humor with provocative storytelling about pelvic health. From the Boston Fringe Festival, this intimate The Rockwell show offers boundary-pushing satire and engaging, audience-friendly storytelling in a lively venue.

Keeping Secrets

Tue, 12 May 2026 at 4:00 PM

The Rockwell

Theater

Keeping Secrets is an intimate fringe theater piece presented as part of the Boston Fringe Festival at The Rockwell. This bold, thought-provoking show explores hidden truths through storytelling and movement, offering an artistically daring late-evening experience. A must-see for fans of contemporary fringe theater.

How To Peel An Orange

Tue, 12 May 2026 at 4:00 PM

The Rockwell

Theater

A playful solo show from the Boston Fringe, How To Peel An Orange headlines The Rockwell with witty storytelling, quirky observations, and inventive stagecraft. This intimate performance blends humor and reflection in a fresh, offbeat evening of theatre.

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